129098-53-9

Usage

Uses

Used in Plastics Industry:
(S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used as a monomer for the production of epoxy resins, which are essential components in the manufacturing of various types of plastics. These resins provide excellent adhesion, mechanical strength, and chemical resistance, making them suitable for a wide range of applications.
Used in Adhesives Industry:
(S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used as a key ingredient in the formulation of adhesives. The resulting epoxy-based adhesives offer high bond strength, durability, and resistance to heat and chemicals, making them ideal for use in various industries, including automotive, construction, and electronics.
Used in Textile Industry:
In the textile industry, (S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used as a reactive dye fixative. It helps to improve the colorfastness and washability of dyed fabrics by forming covalent bonds between the dye molecules and the textile fibers.
Used in Paper Products Industry:
(S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used in the production of paper products, particularly in the manufacturing of wet-strength paper. The epoxy resins derived from (S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE provide enhanced wet strength and resistance to water, making the paper suitable for applications such as packaging materials and labels.
Used in Pharmaceutical Industry:
(S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used as a starting material in the synthesis of various pharmaceuticals. Its reactive nature allows for the formation of new chemical entities with potential therapeutic applications.
Used as a Solvent in Oil and Fat Extraction:
(S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is used as a solvent in the extraction of oils and fats from various sources. Its ability to dissolve a wide range of substances makes it a valuable tool in the purification and separation processes.
However, due to its corrosive and toxic properties, (S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE is considered a hazardous substance. Exposure to high levels of (S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE can cause irritation to the skin, eyes, and respiratory system, as well as more severe health effects with prolonged or chronic exposure. Therefore, proper safety procedures and protective equipment should be used when handling (S)-2-((3-CHLOROPHENOXY)METHYL)OXIRANE to minimize the risk of harm.

InChI:InChI=1/C9H9ClO2/c10-7-2-1-3-8(4-7)11-5-9-6-12-9/h1-4,9H,5-6H2/t9-/m1/s1

Upstream product

• 108-43-0 3-monochlorophenol 
• 106-89-8 epichlorohydrin 
• 24824-86-0 1-(allyloxy)-3-chlorobenzene 
• 2211-95-2 1-(3-chlorophenoxy)-2,3,epoxypropane 
• 57044-25-4 (R)-oxiranemethanol 
• 1972-28-7 diethylazodicarboxylate 
• 70987-78-9 (S)-Glycidyl tosylate 
• 124-38-9 carbon dioxide 

Downstream Products

• 50714-43-7 4-{2-[3-(3-Chloro-phenoxy)-2-hydroxy-propylamino]-ethoxy}-benzamide 
• 175718-36-2 1-azido-3-(3-chlorophenoxy)-2-propanol 
• 129098-54-0 (S)-2-(3-chloro-phenoxymethyl)-oxirane 
• 39735-81-4 1-chloro-3-(3-chloro-phenoxy)-propan-2-ol 
• 4427-92-3 (4S)-4-phenyl[1,3]dioxolan-2-one 
• 90971-11-2 (R)-1-phenyl-1,2-ethanediol carbonate 

Relevant academic research and scientific papers

Substituted diaryl compound and preparation method and application thereof

The invention relates to the field of medicinal chemistry, in particular to a substituted diaryl compound (I). The preparation method comprises the following steps: medicine preparation and medical application thereof. Test results show that the substituted diaryl compound has a good inhibition effect on human lung cancer (A549), human ovarian cancer (SKOV3), human melanoma (A375) and human colon cancer (LOVO) cells. Formula (I):

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

Chiral Bifunctional Metalloporphyrin Catalysts for Kinetic Resolution of Epoxides with Carbon Dioxide

Chiral binaphthyl-strapped Zn(II) porphyrins with triazolium halide units were synthesized as bifunctional catalysts for kinetic resolution of epoxides with CO2. Several catalysts were screened by changing the linker length and nucleophilic counteranions, and the optimized catalyst accelerated the enantioselective reaction at ambient temperature to produce optically active cyclic carbonates and epoxides.

Structure-guided design, synthesis and evaluation of oxazolidinone-based inhibitors of norovirus 3CL protease

Acute nonbacterial gastroenteritis caused by noroviruses constitutes a global public health concern and a significant economic burden. There are currently no small molecule therapeutics or vaccines for the treatment of norovirus infections. A structure-gu

Deuterodechlorination of Aryl/Heteroaryl Chlorides Catalyzed by a Palladium/Unsymmetrical NHC System

The catalytic deuterodechlorination of aryl/heteroaryl chlorides was developed with a palladium/unsymmetrical NHC system, and the precisely controlled introduction of deuterium into a variety of aryl/heteroaryl compounds was achieved with a high level of efficiency, selectivity, and deuteration degree. This method was also successfully applied to the transformation of bioactive agents even in a gram-scale synthesis. The crystal structure analysis of Pd-NHC complexes led to the observation of Pd-arene interaction.

Chiral nanoporous metal-metallosalen frameworks for hydrolytic kinetic resolution of epoxides

Chiral nanoporous metal-organic frameworks are constructed by using dicarboxyl-functionalized chiral Ni(salen) and Co(salen) ligands. The Co(salen)-based framework is shown to be an efficient and recyclable heterogeneous catalyst for hydrolytic kinetic resolution (HKR) of racemic epoxides with up to 99.5% ee. The MOF structure brings Co(salen) units into a highly dense arrangement and close proximity that enhances bimetallic cooperative interactions, leading to improved catalytic activity and enantioselectivity in HKR compared with its homogeneous analogues, especially at low catalyst/substrate ratios.

Bacillus alcalophilus MTCC10234 catalyzed enantioselective kinetic resolution of aryl glycidyl ethers

The phenyl glycidyl ether derivatives have been kinetically resolved with the growing cells of Bacillus alcalophilus MTCC10234 yielding (S)-epoxides with up to >99% ee and (R)-diols with up to 89% ee. The enantiomeric ratio (E) of up to 67 has been obtained for biohydrolysis process. The effect of different substituents of phenyl glycidyl ether on the biocatalytic efficiency of B. alcalophilus MTCC10234 showed preference for methyl- and chloro-substituted aryl glycidyl ether derivatives whereas nitro-derivatives were transformed at a slower rate. 2,6-Dimethylphenyl glycidyl ether which contains a bulky aryl group having methyl group on both the ortho positions was resolved with an E=39.

Hydrolytic kinetic resolution of terminal epoxides catalyzed by novel bimetallic chiral Co (salen) complexes

Novel bimetallic chiral Co (salen) complexes bearing transition-metal salts have been synthesized. The easily prepared complexes exhibited very high catalytic reactivity and enantioselectivity in hydrolytic kinetic resolution (HKR) of racemic terminal epoxides and consequently provided enantiomerically enriched epoxides (up to 99% ee). Copyright Taylor & Francis Group, LLC.

Synthesis of optically pure terminal epoxide and 1,2-diol via hydrolytic kinetic resolution catalyzed by new heterometallic salen complexes

The inactive chiral (salen)Co complex is easily activated by InCl 3 and TlCl3 Lewis acids by forming heterometallic salen complexes. These complexes show very high catalytic activity for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and 1,2-diols simultaneously via hydrolytic kinetic resolution. Strong synergistic effects of different Lewis acids, Co-In and Co-Tl, were exhibited in the catalytic process. The system described is very simple and efficient. Copyright Taylor & Francis Group, LLC.

Jacobsen-type enantioselective hydrolysis of aryl glycidyl ethers. 31P NMR analysis of the enantiomeric composition of oxiranes

The enantioselective partial hydrolysis of a number of racemic aryl glycidyl ethers in the presence of chiral Co(salen)-catalyst was studied. The enantiomeric composition of the isolated (R)-aryl glycidyl ethers was analyzed by 31P NMR using optically active substituted 2-chloro-1,3,2- dioxaphospholanes. A synthesis of β-adrenoblocking agents (S)-toliprolol and (S)-moprolol based on the simultaneously obtained (S)-3-aryloxypropane-1,2- diols was proposed.